Boutique Service,
Big-Brand Results

SkyRun Vacation Rentals is the premier short-term rental property management company serving in the St. Augustine areas. With SkyRun, you get the best of both worlds with our local and national teams behind you.




Want more Property Revenue?
See how much you could be earning

Invalid Input

Invalid Input

Please enter your email address.

Invalid Input

Invalid Input

Invalid Input

The Best of Both Worlds in Vacation Rental Property Management

SkyRun Vacation Rentals is a collective of over 30 independently owned and operated vacation rental businesses backed by a team of national experts. With nearly two decades of industry experience, we know what it takes to manage and market vacation rentals. Our unique combination of local ownership and national reach is the best of both worlds when it comes to property management.

SkyRun St. Augustine serves homeowners and guests within the St. Augustine areas with a balance of hands-on personalized care and high-impact property management solutions. We work directly with you at every stage of the process of vacation rental ownership to help you reach and exceed your goals.

Discover St. Augustine

Come visit the “oldest” city in the nation which is also known for being one of the most charming! Combine that with some of the nicest beaches in the world and you have limitless possibilities to enjoy St. Augustine for you and the family.

How is SkyRun unique?

  • We are a smaller, locally owned company with local knowledge and
    expertise. While locally owned, we have the backing of a large national company known as one of the top vacation and property management companies in the industry!

  • We feature homes and properties of all shapes and sizes guaranteed to fit your need.

  • NO CHECK IN! - Go directly to your property and use a door code generated just for you for your convenience and safety

Call our friendly and knowledgeable staff today to start planning your visit to St. Augustine, Florida today! To enjoy the lowest price, book direct with SkyRun to save money and avoid additional fees charged on other booking sites like Airbnb or Vrbo. Book online or call directly at 904-822-9400.


Unlike other property management companies, SkyRun empowers our locations with a powerful proprietary software instead of relying on pricey third-party tools. This keeps our management fees low, and our pricing straightforward. Say goodbye to being nickel and dimed, and say hello to up to 60% more net revenue than with the competition.


As a local business, you are not just a number to us—you’re our neighbor. Which means we go the extra mile for you. Our full-service model ensures your home remains in great shape for you and your guests. Looking to retire in this home? We’ll make sure it is ready when you are.


We know how important it is to know what is happening in your home. With SkyRun, you’ll have an open line of communication to us when you need us. No running in circles, no unanswered emails. We'll get back to you each and every time. In addition, our easy-to-use owner portal puts a 360° view of your home’s details at your fingertips.

Be Seen on the Top Booking Sites

Be where the guests are booking and looking. SkyRun lists your property on 65+ sites and counting.

Learn How SkyRun Works

SkyRun is unlike any other short-term rental property management company out there. How?

Firstly, our unique model mixes the personal touch of local business ownership with the power of national reach and expertise. Secondly, the SkyRun proprietary software behind our business empowers us with the tools we need to truly maximize your home’s potential.

From state-of-the-art dynamic pricing and revenue management tools to direct integrations with leading booking channels, our software keeps our costs low and profits high. We pass these savings on to our homeowners with competitively low commissions that don't sacrifice your home’s earning potential.

Bottom line? We’re local, but we’re not a mom-and-pop shop. Just read our testimonials and case studies.


Tell us about your property to see if you qualify


We create a customized rental agreement together


Our onboarding process sets you up for success


Your home goes live with SkyRun, starts getting bookings on 65+ sites, and you can start relaxing

St. Augustine, Florida

Things to do...

There are endless things to do in St. Augustine, Florida. Beaches, history, fishing, boating, shopping, and hundreds of other fun activities — St. Augustine has it all! From the Castillo de San Marcos National Monument to the Ripley’s Believe It Or Not! Museum and everything in between, St. Augustine is an ideal destination for family fun and adventure. Check out our “Things to do” tab for more detail!


Subscribe to our Newsletter
Subscribe for special offers and updates on St. Augustine Events.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Log in